Private Hawaii Whale Watch

“It was a fabulous afternoon with tradewind sailing at its best while enjoying our Hawaii whale watch. Captain Gaelyn managed to find two sets of mom and calf humpbacks in the bay. Our private sailing charter was also blessed with dolphins swimming in Kaikiwi’s bow wake. I had read on her website: “watch spinner dolphins surfing the bow wake” but thought that an exaggeration. Nope! much to our delight.”

Honolulu’s Best Private Sailing Charter

“It is perfect in today’s world to sail with Sail Blue Hawaii. We choose Captain Gaelyn and her “Kaikiwi” because of her beautifully maintained sailboat and the “private” sailing charter. Keeping family safe while having fun on the ocean was our priority. Humpbacks, dolphins, turtles, flying fish… all in one fabulous balmy afternoon. When we wrote for information on her private sailing charter, she wrote back:

“Kaikiwi” sails from Oahu’s south (protected) shore, not far from Waikiki, past beautiful coastline in the cobalt blue blue waters of our Pacific.  Wildlife such as green sea turtles, “honu”, dolphins, “nai’a”, humpback whales, “kohola” (in winter season only), and flying fish, “malolo” are some of the critters we may see as we sail. Beautiful views of Oahu, Diamond Head and, on clear days, far in the distance, Molokai and Lanai can sometimes be seen. Please understand this is not “destination” sailing.  “Destination” is sailing.

We didn’t miss out on one single thing in that very wordy paragraph. Cobalt blue blue? Understated! Wildlife? They were all out to play. Molokai and Lanai were both there, yes, in the distance. Destination? Sailing!”

Whether you are signing up for a Hawaii whale watch, a sunset cruise, a sunrise cruise, or just an afternoon of private sailing, write for your custom quote today. Sailing with Sail Blue Hawaii could well be the highlight of your Hawaii vacation. Locals welcome too 🙂

Private sailing charter in Hawaii

There are many reasons to choose a private sailing charter in Hawaii.

You may never know why you go or how it will change you, but listen to this: last night my sunset cruise (repeat) clients said: last time, after their cruise with me, they went home and took up the boating life! Yep, they went and bought a boat! And have spent the last 4 years cruising the Chesapeake. I was thrilled to hear this. I am not saying after you sail with me you will go buy a boat. After all, the best boat to have is someone else’s. 🙂

What’s so thrilling about a boating lifestyle?

It’s not just romance but you sure can find that. It’s not just freedom but you sure will find that. It’s not just sunsets but you sure will soak them in…maybe even see the green flash. It’s not just rainbows but they will deliver your pot of gold. It’s not just hands on the wheel but YES, the wheel is yours. These are just glimpses of the boating life. Whether you are a sailor or a power boater, at the end of the day, it’s the magic there. You’ve sailed or powered to an anchorage far from everyday life. And this is therapy at its best.

Sign up today for your private sailing charter in Hawaii with Sail Blue Hawaii.

Lets Go Oahu Sailing

Kaikiwi sails from Oahu’s south shore. You will embark at Kewalo Basin boat harbor, not far from Waikiki beach hotels. We sail past beautiful coastline in the cobalt blue blue waters of our Pacific. The south shore is the protected side of Oahu: calm and crystal clear, making it the perfect sailing destination.

Why Go Sailing Oahu?

Common marine wildlife sightings on Oahu are Hawaiian green sea turtles, honu, dolphins, nai’a, and humpback whales, kohola (in winter season only). In addition, flying fish, malolo, are some of the critters we may see as we sail about the island.

Incredible Sights while Sailing

Beautiful breathtaking views of Diamond Head are just one of the highlights while sailing Oahu. On clear days, although far in the distance, Molokai and Lanai can sometimes be seen from the island of Oahu. This is not destination sailing, destination is sailing!

Let’s go Sail Oahu

Hawaii Sailing Yacht Rental

Ready for your private Hawaii sailing yacht rental is Kaikiwi, a beautiful 42-ft Beneteau. Kaikiwi is Oahu-based. When sailing in Hawaii, it is important to understand the geography of the islands. Due to the heartbreak that happened on Maui this week, I already have people asking if they should cancel their travel plans. Please don’t. While we reel with the devastation that engulfed Maui, do understand that Oahu is a separate island, 100 miles away. Oahu is physically unaffected by the fires. First the pandemic. Now this. Hawaii needs continued support from those of you who love her, and those who are planning a visit for the first time.

Where do we sail to?

Kaikiwi sails from Oahu’s south (protected) shore, not far from Waikiki. She sails past beautiful coastline in the cobalt blue blue waters of our Pacific.  Wildlife such as green sea turtles, “honu”, dolphins, “nai’a”, humpback whales, “kohola” (in winter season only), and flying fish, “malolo” are some of the critters we may see as we sail. Beautiful views of Oahu, Diamond Head and, on clear days, far in the distance, Molokai and Lanai can sometimes be seen. Please understand this is not “destination” sailing.  “Destination” is sailing.

How can we help Maui?

While my platform is to encourage you to sign up for a private sailing charter, today I want to use it for something way more important.

Fire destroyed Lahaina and ravaged other areas of Maui, and thousands of displaced people there are desperate for your kindness. Please do what you can.
Aloha United Way
Aloha United Way has set up the Maui Fire Relief Fund, where donations will go directly to Maui United Way to support Maui victims. 
American Red Cross of Hawaii
The American Red Cross opened five emergency shelters to provide those affected by the Maui wildfires with information, a hot meal, opportunities to charge their phone, pick up relief supplies, and get health services. More information here
Council for Native Hawaiian Advancement
CNHA is matching up to $250,000 in community donations providing critical assistance to families and businesses in Lahaina. 
The Hawaiʻi Community Foundation
The Hawai’i Community Foundation’s Maui Strong Fund was created to provide community resilience with resources for disaster preparedness, response, and recovery. The fund is currently supporting communities affected by the wildfires on Maui. 
The Lahui Foundation
The Lāhui Foundation strives to become a dependable resource for underrepresented and underserved communities here in Hawai’i. They are asking for monetary donations that will go directly to fire recovery efforts for residents of Maui. 
Maui Food Bank
The Maui Food Bank collaborates with various relief organizations to distribute supplies throughout Maui County. 
Maui Mutual Aid Fund
The Maui Mutual Aid is a local effort run by volunteers. They are asking for donations to support vulnerable residents, such as the elderly, those with physical disabilities, renters, and individuals without insurance. More information here
Maui United Way
Maui United Way is accepting donations to its Maui Fire and Disaster Relief fund – all donations will provide direct relief to families and nonprofits directly affected by the Maui Fire Disaster. 

Hawaii Sailing Lesson

Giving the gift of a Hawaii sailing lesson will truly be a lifetime highlight. Whether you are a local or a visitor, you’ll be enchanted by sailing in Hawaii tradewinds. Your lesson begins at 0800 and builds as the wind builds.

Why Hawaii for a sailing lesson?

Sailing is clouded in romance. Many people dream of a life of sailing and the adventure of perhaps one day sailing to distant shores. The reality is often different than the dream and this is important to understand.

So, before you go buy that boat, come sailing with me and begin or continue learning the skills that will gain you confidence and give you a whole bunch of joy as you succeed. Your time “out there” with me will also give you a taste of what true blue-water sailing is all about.

You don’t have to have the dream of distant shores to sign up for a lesson…you can begin by taking up sailing as a day-hobby.

Do you have someone in your life who has always had an itch to try sailing but has never had the opportunity? Buy him/her a gift certificate for a private sailing lesson. It will be the best present they have ever had!

Whatever your goal is, the lesson will fit.

This could be your wheel time. Call Sail Blue Hawaii for your Hawaii private sailing lesson.